Originally Posted by
nishimark
If so, are you making a profit on rentals? Or, does the income just cover the expenses but allows you a free place to stay once a year or so? We've travelled to Hawaii many times and I've always wished I would have bought something 20 years ago. I realize that this is not the forum for detailed financial talk, but am wondering if current owners feel like it's still a decent investment.
Oh, hindsight. We have thought the same thing soooo many times. I bet we have dropped at least $100,000+ while on the islands. We have been there fifteen times since 2000. When we first started going, we used to pay $247 at the Westin Maui or Royal Hawaiian for our room per night and they would always give us a great upgrade. Now, there are no more great deals and on average we spend $500-600 per night. We no longer go to the Westin or Royal Hawaiian. It's sad because a vacation should be what you want it to be. You shouldn't have to settle for a dumpy room because the prices are so high.
We have always said we will retire on the islands, but with pricing the way it is, I don't know if that dream will ever come through for us. I get so angry, but in reality I am so sad because there is no place like Hawaii in the world. I love those islands like no other place I have ever been to.

(rant over)